Heteroatom Chemistry

Mathey, François

doi: 10.1002/hc.20172pmid: N/A

Abdel‐Rahman, Abdel‐Rahman H.; Girges, Margret M.; El‐Ahl, Abdel‐Aziz S.; Sallam, Lamyaa M.

doi: 10.1002/hc.20152pmid: N/A

A number of new benzo(h)‐ and benzo(f)chromeno(2,3‐b) pyridine‐5‐ones derivatives were synthesized from benzo(h)‐ and benzo(f)‐chromone‐carbonitriles and amino‐benzo(h)‐ and benzo(f)chromone‐carbaldehydes. © 2006 Wiley Periodicals, Inc. Heteroatom Chem 17:2–7, 2006; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20152

Akbaş, Esvet; Aslanoǧlu, Furgan

doi: 10.1002/hc.20170pmid: N/A

The new 1H‐pyrazole‐3‐carboxylic acid 2, pyridazin‐3(2H)‐one 3, and their various derivatives were prepared by the reactions of the 4‐benzoyl‐5‐phenyl‐2,3‐dihydro‐2,3‐furandione 1 and 2,5‐dichlorophenylhydrazine. Pyrazolo(3,4‐d)pyridazine 7 was obtained from cyclization of the pyrazole‐3‐carboxylic acid 2 with 2,5‐dichlorophenylhydrazine. The reaction of 1 and pyrazole‐3‐carbonitriles 6 gave the new oxazin‐4‐one 9 derivatives. The structures of compounds were characterized on the basis of elemental analyses, mass, IR, 1H, and 13C NMR spectra. © 2006 Wiley Periodicals, Inc. Heteroatom Chem 17:8–12, 2006; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20170

Odinets, I. L.; Vinogradova, N. M.; Lyssenko, K. A.; Petrovskii, P. V.; Mastryukova, T. A.; Röschenthaler, G‐V.

doi: 10.1002/hc.20186pmid: N/A

Cycloalkylation of phosphoryl and thiophosphoryl acetonitriles 2 by α,ψ‐dihalogenalkanes was found to proceed diastereoselectively under phase transfer catalytic conditions yielding 1‐(phosphoryl)‐2‐methyl‐cycloalkane carbonitriles as trans‐isomers with identical configuration of asymmetric cyclic carbon atoms (RC* RC*). In the case of additional asymmetric phosphorus atom in the starting substrate, trans‐isomers are formed as a mixture of diastereomers differing in the configuration of the phosphorus atom (SP* RC* RC* and RP* RC* RC*). © 2006 Wiley Periodicals, Inc. Heteroatom Chem 17:13–21, 2006; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20186

Bałczewski, Piotr; Szadowiak, Aldona; Białas, Tomasz

doi: 10.1002/hc.20187pmid: N/A

Optimization of reaction conditions (alkene, halide, solvent, stoichiometry, manners of the reagents addition, and reaction time) of the I‐ATRA reactions involving 1‐iodoalkylphosphonates was carried out. GC–MS–CI/EI analyses showed main and side products of this reaction and the corresponding radical reaction pathways leading to products derived from phosphorus and nonphosphorus containing iodides, as well as explained the source of hydrogen in radical reduction processes accompanying the I‐ATRA reaction. Synthesis of some 3‐iodoalkyl and 3‐iodoalkenylphosphonates was also presented based on the optimized procedure. © 2006 Wiley Periodicals, Inc. Heteroatom Chem 17:22–35, 2006; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20187

Haupt, Erhard T. K.; Kopf, Jürgen; Petrova, Jordanka; Arabadzhiev, Vladislav; Momchilova, Snezhana

doi: 10.1002/hc.20188pmid: N/A

The lanthanide complexes L2Ln(NO3)3 (3) and L′ 3(Ln(NO3)3)2 (5) (Stewart and Siddall III. J Inorg Nucl Chem 1971, 33, 2965–2970) were obtained, where L is the tetraethyl ester of ethylenediphosphonic acid (2), L′ is the tetraisopropyl ester of ethylenediphosphonic acid (4), and Ln is La, Ce, Sm, Eu, and Er. In extension of a former study, they were characterized additionally with NMR spectroscopy. In contrast to the compounds of type 3, the erbium complex of the ligand L is consistent with the formula L3(Er(NO3)3)2. The crystal structure of the complex 3a (Ln = La) is determined by single crystal X‐ray diffraction. The complex is found to crystallize in the monoclinic space group C2/c with a = 15.1415(4) Å, b = 14.9749(4) Å, c = 18.3887(5) Å, β = 114.129(1)ˆ, T = 153 K, V = 3805.2(2) Å3, Z = 4, ρcalc = 1.622 g/cm3, R1 = 0.023, R2w = 0.058, S = 1.08 for all 6823 reflections. The complex 3a consists of polymer chains with bridged bidentate phosphonate ligands. The lanthanum atom is coordinated by ten oxygen atoms, six of them from the three bidentate nitrate ions, and four from the two phosphonate ligands. © 2006 Wiley Periodicals, Inc. Heteroatom Chem 17:36–46, 2006; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20188

Mickevicius, Marius; Beresnevicius, Zigmuntas Jonas; Mickevicius, Vytautas; Mikulskiene, Gema

doi: 10.1002/hc.20171pmid: N/A

A series of 2‐substituted benzimidazoles, benzoxazoles were synthesized by the condensation reactions of 1‐aryl‐4‐carboxy‐2‐pyrrolidinones and aromatic ortho‐diamines or ortho‐aminophenol. Alkylation of benzimidazoles with iodoalkanes led to 1‐aryl‐4‐(1‐alkyl‐1H‐benzimidazol‐2‐yl)‐2‐pyrrolidin‐ ones or 1,3‐dialkylbenzimidazolium iodides. N‐Subs‐ tituted γ‐amino acids were prepared by the hydrolysis of 1‐aryl‐4‐(1H‐benzimidazol‐2‐yl)‐2‐pyrrolidinones in sodium hydroxide solution, followed by treatment with acetic acid. The structure of the synthesized pro‐ ducts was investigated using IR and 1H, 13C NMR spectra, MM2 molecular mechanics, and AM1 semi‐ empirical quantum mechanical methods. © 2006 Wiley Periodicals, Inc. Heteroatom Chem 17:47–56, 2006; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20171

Begeç, Saliha; Alataş, Sümeyya; Kılıç, Adem

doi: 10.1002/hc.20185pmid: N/A

The reactions of hexachlorocyclotripho‐sphazatriene, N3P3Cl6 (1), with 2‐hydroxypyridine (2), 2‐aminopyridine (3), 2‐amino‐6‐methyl‐pyridine (4), and 2‐hydroxy‐4‐methylquinoline (5) have been investigated. The products were identified by elemental analyses, IR, 1H, 13C, and 31P NMR spectroscopy. © 2006 Wiley Periodicals, Inc. Heteroatom Chem 17:57–60, 2006; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20185

Berredjem, Malika; Regainia, Zine; Dewynter, Georges; Montero, Jean Louis; Aouf, Nour‐Eddine

doi: 10.1002/hc.20183pmid: N/A

A series of new chiral N,N′‐sulfonyl bis‐oxazolidin‐2‐ones were synthesized starting from 2‐aminoalcohols, sulfuryl chloride, and diethyl carbonate. This method utilizes natural amino acids as a source of chirality for the preparation of oxazolidinones. © 2006 Wiley Periodicals, Inc. Heteroatom Chem 17:61–65, 2006; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20183

Vizer, S. A.; Yerzhanov, K. B.; Dembitsky, V. M.

doi: 10.1002/hc.20184pmid: N/A

The substituted pyrroles and dipyrroles along with diacetylenes and cumulenes have been synthesized in high yields using a new synthetic method under mild reaction conditions using the Glaser coupling reaction. Although diacetylenes are formed from 2‐propargyl‐1,3‐dicarbonyl compounds having electron‐donors substituents such as Ph or OEt, only polyfunctional substituted cumulenes are formed from those compounds under the modified conditions. © 2006 Wiley Periodicals, Inc. Heteroatom Chem 17:66–73, 2006; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20184